Diacidyldiaminophenol compounds.



PAT

DAVID MARQEI, OF GENEVA, SXNITZERLANZD, ASSIGNOR T SYNTHETIC PATENTS(70., $150., GE NEW YORK, N. 1 A CORPORATION OF NEW" ORK.

DIAGIDYLDIAMINOIPHENOL COMPOUNDS.

No Drawing.

To all wiwm it may concern:

Be it known that 1, DAVID MARON, doctor of philosophy, chemist, asubject of the Ernperor of Russia, residing at Geneva, Switzerland, haveinvented new and. useful Improvements in Diacidyldianiinophenol (loneCally diaminophenol compounds containing in the amino groups twodili'erent acyl radicals are after being drled and pulverizedcrystalline powders soluble with dlfficulty in Water, soluble in alcoholand acetone.-

They can be obtained by introducing into vthe free amino group ofn-monoacidyldiaminophenol compounds an acidyl radical different from thefirst one.

In order to illustrate the new process more fully the following exampleis given, the parts being by Weight: 209 parts of lactylpara-phenetidid(melting point 118 C.) are dissolved in 400 parts of glacial acetic acidand nitrated by means of dilute nitric acid (golden yellow needlesmelting point 115-116 C.) vBy reduction the -amino- -lactylphenetidid isobtained which crystallizes from Water in colorless needles of themelting point 185-136G. parts of the base thus obtained are thentreated'with 50 parts of acetic acid anhydrid. The solid product entersinto solution from which the 3hcetylamino4c-laotylaininophenetolseparates. Needles of the melting point 139 C. soluble in hot Water,easily soluble in alcohol and acetone It has most probably the formula:

0 CzHs The 3-ethozrycarbonylaminol-lactylami- I Specification of LettersPatent.

Patented Novu'll Application filed July 20, 1914.' Serial No. 852,110.

nophenetol having most probably the 50 formula:

' -O|CH5 A -NH cooo u 5 5 iincoonon cu3 v melts at 108-109 C. Needlessoluble in hot Water. The 3-acetylamino-ebethoxy- -oarbonylaminophenetolhaving most prob ably the formula:

00311 k 1-u1.o0cm I llHEOOCzHe 7 0 nelts at 143-14l l (l, the3-acetyla1nino-- ethoxyoarbonylaminophenol has most probably theformula:

Nn.c0cHa so I naooocies.

It crystallizes from dilute alcohol in the shape of colorless needlesmelting at 208-209 C. The l-acetylamino-3 ethoxyr'carbonylaniinophenetol has most probably the formula:

OC2H5 fuaooocim its-coon It crystallized in needles melting at 115 C.soluble with difficulty in cold Water, easily soluble in alcohol andacetone.

ll cla1n1:e- I it As new products acldyl derivatives or diarnino-phenolcompounds containing in the two amino groups two different acyl radicalsbeing valuable antip vretics, which are after being dried and pulverizedcrystalline substances soluble in organic solvents, scarcely soluble inwater, substantially as described.

As new products acidyl derivatives of diaiuino-phenetols containing inthe two amino groups two different acy] radicals be ing valuableantipyretics, which are after being dried and pulverized crystalline substances soluble in organic solvents, scarcely soluble in water,substantially as described.

3. As new products acidyl derivatives of diaiiiindpheuol compounds, thefirst amino group containing an acyl radical and the second amino groupan acetyl radical, said products being valuable antipyretics, which areafter being dried and pulverized crystalline substances soluble inorganic solvents, scarcely soluble in water, substantially as described.

4-. As new products acidyl derivatives of dianiino-phenol compounds, thefirst amino group containing a lactyl radical and the second amino groupan acyl radical, said products being valuable antipyretics, which areafter being dried and pulverized crystalline substances soluble inorganic solvents,

scarcely soluble in water, substantially as described.

5. As new products acidyl derivatives of diainino-phenetols, the firstamino group con taining an acyl radical and the second amino group anacctyl radical, said products being valuable antipyretics, which areafter being dried and pulverized crystalline substances soluble inorganic solvents, scarcely soluble in water, substantially as described.

(3. As new products acidylderivatives of Zllxliamino-phenol compoundscontaining in the two amino groups two different acyl radicals beingvaluable antipyretics, which are after being dried and pulverizedcrystailine substances soluble in organic solvents,

scarcely soluble in water, substantially as described.

7. As new products acidyl derivatives of 3.4-diarnino-phenetolscontaining in the two amino groups two different acyl radicals beingvaluable antipyretics, which are after being dried and pulverizedcrystalline substances soluble in organic solvents, scarcely soluble inwater, substantially as described.

8. As new products l-acidyl-amino-3- 'acetvlamino- )henol com ounds beinvaluable antipyretics, which are after being dried and pulverizedcrystalline substances soluble in, organic solvents, scarcely soluble inwater, substantially as described.

9. As new products l-acidyl-amino-3- acetylainino-phenetols beingvaluable antipyretics, which are after being dried and pulverizedcrystalline substances soluble in organic solvents, scarcely soluble inwater, substantially as described.

10. As new products d-lactylamino-Za-acidylainino-phenol compounds,being valuable antipyretics, which are after being dried and.

k/NH.COCHa llILCOIfPLOH having proved to be a valuable antipyretic,which crystallizes in the shape of needles melting at 139 C., soluble inalcohol, acetone and hot water, substantially as described.

In testimony whereof I have set my hand in the presence of twosubscribing witnesses.

DAVID MARON. Witnesses:

PIERRE HEHELIN, MARCEL J AUBERT.

